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A Bi(OTf)3-Promoted Hydrosulfonylation of Alkenes with Sulfonyl Hydrazides: An Approach to Branched Sulfones.

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The Bi(OTf)3-promoted hydrosulfonylation of alkenes with sulfonyl hydrazides to produce branched sulfones is reported, in which various branched sulfones (>40 examples) have been prepared in moderate to good yields. The… Click to show full abstract

The Bi(OTf)3-promoted hydrosulfonylation of alkenes with sulfonyl hydrazides to produce branched sulfones is reported, in which various branched sulfones (>40 examples) have been prepared in moderate to good yields. The gram-scale reaction and synthesis of the experimental inhibitor precursor showed the potential application. A preliminary mechanistic study revealed that double-bond migration to form the α,β-conjugated alkene is crucial for this transformation.

Keywords: hydrosulfonylation alkenes; promoted hydrosulfonylation; branched sulfones; sulfonyl hydrazides; alkenes sulfonyl; otf promoted

Journal Title: Organic letters
Year Published: 2022

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